Ellen's style has not changed in 10 years and she is all the better for it.

Guys are still kind of dressing like this, so good for you David Spade. I guess.

Aw, QL looks really cute here.

I think seeing Amanda Bynes look slightly normal — even when dressed like Regina George — feels like a relief. So this isn't all so bad.

I'll forgive the sateen wide-leg trousers because her hair looks pretty classy.

Old skool LiLo <3

It was at this point that Bow Wow appropriately dropped the "Lil" from his name, as reflected in his pants, sized XXXL. I can't say that I particularly endorse Mr. Wow's ensemble here, however variations of this style can still be seen today, which I guess would classify this outfit as a classic. Sadly.

The Malcolm in the Middle star chose to epitomize the average 2000s dude. This outfit could have been worse.

Hello. I still like you.

I hate to say it, but the men are basically winning this ranking.

Aside from the glasses, there's nothing super duper horribly wrong with this outfit.

A memory of a time when JLH was still relevant and really into flared jeans.

Remember this girl? From Spy Kids? If I had to choose any of these outfits, I guess I'd feel the least shame in a rainbow tube top and cargo pants. I think. I'm not sure.

Despite wearing an outfit that is downright insane, J. Lo just basically gets away with anything and it feels kind of wrong to diss her.

Here, Drake and Josh perfect the Aging Rocker Still Hanging On and Anime Nerd Hoping To Get Laid looks, respectively.

This outfit, inspired by traffic cones, makes me feel nothing.

True Religion jeans. Kitten heels. I don't even know.

She's so wee! Those are totally the definition of tween jeans.

This entire outfit is drunk.

In Tron casualwear. I think.

Using basic black as a canvas, Mary-Kate chose to embellish with mismatched accessories. It's not the worst thing I've ever seen, but the girl is just so gosh darn skinny = not a good look.

Sort of like a lampshade went to Free People.

Remember the time everyone wore ice skater outfits over boot cut jeans?

My dad is still wearing this shirt.

Here, Giovonnie Samuels of The Suite Life of Zack & Cody ... I have been sitting here for 10 minutes trying to explain how I feel about this. And I simply cannot.

I want to burn this.

Same with this one.

Wearing approximately everything from Hot Topic. And are those convertible cargo pants?

Looking sort of like she'd played dress-up, except the sizes were all correct.

I find this shirt to be highly depressing.

It's like a Princess Jasmine meets cigarette girl mashup ... purchased from Pier 1.